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  1. Playing It Cool: Directed by Justin Reardon. With Chris Evans, Michelle Monaghan, Topher Grace, Aubrey Plaza. Unrequited love motivates a guy to write about his experiences.

    • (30K)
    • Comedy, Romance
    • Justin Reardon
    • 2015-05-08
  2. Playing It Cool is a 2014 American romantic comedy film starring Chris Evans and Michelle Monaghan. It tells the story of a screenwriter who falls in love with a woman he meets at a charity event, but faces obstacles such as her engagement and his own insecurities.

  3. A cynical screenwriter reluctantly working on a rom-com finds his views on love changing when he falls for a woman who's already in a relationship. Watch trailers & learn more.

  4. Subscribe to Voltage Pictures for all our latest releases: http://bit.ly/1kjjbOyThis is the story of ME (Evans), a young man disillusioned by love, who meets...

    • 2 min
    • 4.1M
    • Voltage Pictures
  5. Subscribe to TRAILERS: http://bit.ly/sxaw6hSubscribe to COMING SOON: http://bit.ly/H2vZUnLike us on FACEBOOK: http://goo.gl/dHs73Follow us on TWITTER: http:/...

    • 2 min
    • 7.9M
    • Rotten Tomatoes Trailers
  6. Playing It Cool pits Chris Evans and Michelle Monaghan's easy chemistry against a screenplay that tries too hard to be quirky and clever, and the results are disappointingly lukewarm. Read...

    • (28)
    • Romance, Comedy, Drama
    • R
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  8. Watch Playing It Cool (2014) free starring Chris Evans, Michelle Monaghan, Topher Grace and directed by Justin Reardon. In "Playing It Cool," a cynical screenwriter struggles to pen a romantic script as he's blindsided by love.